Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Steroid Conjugates. III. New Syntheses of 2-Methoxyestrogens
TOSHIO NAMBARASEIJIRO HONMASETSUKO AKIYAMA
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1970 Volume 18 Issue 3 Pages 474-480

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Abstract
The new synthetic routes leading to the 2-methoxyestrogens from the readily available compounds have been investigated. Utilization of both Friedel-Crafts and Baeyer-Villiger reactions with estrone and estradiol 3-methyl ethers gave the desired 2-methoxyestrogens in overall yield of ca. 50%. Fries rearrangement with estrone acetate and Friedel-Crafts reaction with 2-methoxy-3-deoxyestrogens were also undertaken. The chemical shifts of the aromatic protons of the 2, 3-substituted estratrienes are collected in Table I and II.
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© The Pharmaceutical Society of Japan
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